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[ CAS No. 912332-45-7 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 912332-45-7
Chemical Structure| 912332-45-7
Structure of 912332-45-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 912332-45-7 ]

CAS No. :912332-45-7 MDL No. :MFCD11858378
Formula : C15H20BNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :DJFGVVLVJWDLJI-UHFFFAOYSA-N
M.W : 257.14 Pubchem ID :53216784
Synonyms :

Calculated chemistry of [ 912332-45-7 ]

Physicochemical Properties

Num. heavy atoms : 19
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.47
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 79.74
TPSA : 34.25 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -5.43 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 3.44
Log Po/w (WLOGP) : 2.78
Log Po/w (MLOGP) : 1.75
Log Po/w (SILICOS-IT) : 2.92
Consensus Log Po/w : 2.18

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.89
Solubility : 0.0334 mg/ml ; 0.00013 mol/l
Class : Soluble
Log S (Ali) : -3.84
Solubility : 0.0372 mg/ml ; 0.000144 mol/l
Class : Soluble
Log S (SILICOS-IT) : -5.27
Solubility : 0.00137 mg/ml ; 0.00000533 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 3.06

Safety of [ 912332-45-7 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501 UN#:
Hazard Statements:H302-H312-H332 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 912332-45-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 912332-45-7 ]

[ 912332-45-7 ] Synthesis Path-Downstream   1~6

YieldReaction ConditionsOperation in experiment
52%
  • 2
  • [ 912332-45-7 ]
  • N-(3-(7-(6-methyl-1H-indol-2-yl)-5H-pyrrolo[2,3-b]pyrazin-2-yl)phenyl)acrylamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: caesium carbonate / acetonitrile / 2 h / 90 °C / Inert atmosphere; Sealed tube 2: caesium carbonate / N,N-dimethyl-formamide / 2 h / 90 °C / Inert atmosphere; Sealed tube 3: trifluoroacetic acid / chloroform / 45 °C
  • 3
  • [ 912332-45-7 ]
  • N-(3-(7-(6-methyl-1H-indol-2-yl)-5-trityl-5H-pyrrolo[2,3-b]pyrazin-2-yl)phenyl)acrylamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: caesium carbonate / acetonitrile / 2 h / 90 °C / Inert atmosphere; Sealed tube 2: caesium carbonate / N,N-dimethyl-formamide / 2 h / 90 °C / Inert atmosphere; Sealed tube
  • 4
  • [ 912332-45-7 ]
  • 2-bromo-7-iodo-5-trityl-5H-pyrrolo[2,3-b]pyrazine [ No CAS ]
  • 2-bromo-7-(6-methyl-1H-indol-2-yl)-5-trityl-5H-pyrrolo[2,3-b]pyrazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With caesium carbonate In acetonitrile at 90℃; for 2h; Inert atmosphere; Sealed tube; 2 2-bromo-7-(6-methyl-1H-indol-2-yl)-5-trityl-5H-pyrrolo[2,3-b]pyrazine (Compound 8): A solution of 2-bromo-7-iodo-5-trityl-5H-pyrrolo[2,3-b]pyrazine (6) (100 mg, 0.1766 mmol), 6-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (7) (47 mg, 0.1766 mmol) in acetonitrile (5 mL) was added cesium carbonate (115.74 mg, 0.3532 mmol). The resulting reaction mixture was degassed, purged with nitrogen for 10 min followed by the addition of Pd(PPh3) Cl2.DCM (7.06 mg, 0.0088 mmol) to the reaction mixture, which was again degassed, purged with nitrogen for another 15 min. The final reaction mixture was stirred for 2 h at 90° C. in a seal tube. After completion of the reaction, the contents were allowed to cool to RT and was diluted with DCM (25 mL) and filtered through Celite bed. The organic layer was concentrated to get the crude. The resulting oil was purified by flash chromatography by using 100-200 mesh silica gel. The compound was eluted at 27% ethyl acetate in hexane to afford pale yellow solid (30 mg) of compound 2-bromo-7-(6-methyl-1H-indol-2-yl)-5-trityl-5H-pyrrolo[2,3-b]pyrazine (8).
  • 5
  • [ 3420-02-8 ]
  • [ 73183-34-3 ]
  • [ 912332-45-7 ]
YieldReaction ConditionsOperation in experiment
43% With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine In neat (no solvent) for 1.65h; Milling;
  • 6
  • [ 912332-45-7 ]
  • [ 352-34-1 ]
  • [ 782-17-2 ]
YieldReaction ConditionsOperation in experiment
73% With water; palladium diacetate; cesium fluoride; tert-butyl XPhos In neat (no solvent) for 1.65h; Milling;
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